ChemicalBook > CAS DataBase List > Amphomycin

Amphomycin

Product Name
Amphomycin
CAS No.
1402-82-0
Chemical Name
Amphomycin
Synonyms
amfamycin;Nsc267431;Amphomycin
CBNumber
CB9938498
Molecular Formula
C58H91N13O20
Formula Weight
1290.43
MOL File
1402-82-0.mol
More
Less

Amphomycin Property

alpha 
D25 +7.5° (c = 1 at pH 6)
Boiling point:
854.06°C (rough estimate)
Density 
1.0985 (rough estimate)
refractive index 
1.6700 (estimate)
storage temp. 
Store at -20°C
solubility 
Soluble in DMSO
form 
solid
color 
Crystals
More
Less

Safety

Toxicity
LD50 orl-mus: 500 mg/kg 85GDA2 4(1),317,80
More
Less

Hazard and Precautionary Statements (GHS)

More
Less

N-Bromosuccinimide Price

Cayman Chemical
Product number
17091
Product name
Amphomycin
Purity
≥95%
Packaging
1mg
Price
$315
Updated
2024/03/01
Cayman Chemical
Product number
17091
Product name
Amphomycin
Purity
≥95%
Packaging
5mg
Price
$1102
Updated
2024/03/01
ApexBio Technology
Product number
C3179
Product name
Amphomycin
Packaging
1mg
Price
$339
Updated
2021/12/16
AK Scientific
Product number
9329EB
Product name
Amphomycin
Packaging
1mg
Price
$436
Updated
2021/12/16
ApexBio Technology
Product number
C3179
Product name
Amphomycin
Packaging
5mg
Price
$1190
Updated
2021/12/16
More
Less

Amphomycin Chemical Properties,Usage,Production

Originator

Amphocortrin CR,Warner Lambert,US,1963

Uses

Amphomycin is a lipopeptide antibiotic produced by Streptomycetes and Actinoplanes, initially reported by researchers at Bristol-Myers in 1953 from Streptomyces canus. Amphomycin was marketed as a complex of closely related analogues in the 1950s and 1960s. Structure elucidation was not completed until 2000. Amphomycin is active against Gram positive bacteria, inhibiting peptidoglycan synthesis and blocking cell wall development. Amphomycin is closely related to a number of “lost” antibiotics, aspartocin, crystallomycin, glumamycin, friulimicin, laspartocin, tsushimycin and zaomycin. Interest in amphomycin was re-awakened with the discovery of friulimicin activity against antibiotic resistant strains.

Manufacturing Process

The process for producing amphomycin comprises cultivating a strain of Streptomyces canus in an aqueous, nutrient-containing carbohydrate solution under submerged aerobic conditions until substantial antibacterial activity is imparted to the solution and then recovering the so-produced amphomycin from the fermentation broth.
The process of decolorizing solutions of amphomycin then involves treatment with activated charcoal, followed by the steps of (1) extracting the antibiotic into a water-immiscible organic solvent under strongly acid conditions or precipitating the amphomycin from aqueous solution by adjusting the pH to a point within the range of pH 3.0 to 4.0, (2) removing impurities from strongly acid, aqueous solution of amphomycin by extraction of the impurities with methyl isobutyl ketone and amyl acetate, (3) extracting the amphomycin from a strongly acid solution in butanol by the use of water having a pH higher than 4, (4) extracting the amphomycin from solution in water-immiscible organic solvent into water whose pH is greater than 6.0, (5) precipitating amphomycin from solution by formation of insoluble derivatives of the basic function, and (6) precipitating amphomycin from solution by formation of insoluble derivates of the acidic function.
The amphomycin is then converted to the calcium salt with calcium hydroxide.

Therapeutic Function

Antibiotic

Biological Activity

amphomycin is a natural antibacterial lipopeptide.cyclic lipopeptides are a promising class of natural products with antibiotic properties. cyclic lipopeptides are amphiphilic molecules, composed of a fatty acid tail linked to a short oligopeptide which form a macrocylic ring structure.

Safety Profile

Poison by intravenous andintraperitoneal routes. Moderately toxic by ingestion.Induces hemolysis. Active against gram-positive bacteria.Suggested as a topical agent for animal and plantinfections. When heated to decomposition it emits acridsmoke and

in vitro

in previous study, calf brain endoplasmic reticulum membranes were incubated with varying concentrations of gdp-mannose in the presence and absence of amphomycin, results showed no significant difference in apparent km for gdp-mannose. however, the vmax was reduced in the presence of amphomycin as compared with in its absence. moreover, when mannosylphosphoryldolichol synthase activity was measured in the presence of amphomycin, the shape of the substrate velocity curve changed from a rectangular hyperbola to a sigmoid [1].

in vivo

the pk of lipopeptides, the semi-synthetic amphomycin analogues, were evaluated in mice and rats following single i.v. and oral administration. following oral administration at 50 mg/kg, plasma concentrations of amphomycin analogues were

References

[1] d. k. banerjee. amphomycin inhibits mannosylphosphoryldolichol synthesis by forming a complex with dolichylmonophosphate. the journal of biological chemisty 264(4), 2024-2028 (1989).
[2] pasetka cj, erfle dj, cameron dr, clement jj, rubinchik e. novel antimicrobial lipopeptides with long in vivo half-lives. int j antimicrob agents. 2010 feb;35(2):182-5.

Amphomycin Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

Amphomycin Suppliers

Lynnchem
Tel
86-(0)29-85992781 17792393971
Email
info@lynnchem.com
Country
China
ProdList
4587
Advantage
58
Novachemistry
Tel
44-20819178-90 02081917890
Fax
(0)2080432064
Email
info@novachemistry.com
Country
United Kingdom
ProdList
4381
Advantage
58
Shenzhen Polymeri Biochemical Technology Co., Ltd.
Tel
+86-400-002-6226 +86-13028896684;
Email
sales@rrkchem.com
Country
China
ProdList
57412
Advantage
58
BOC Sciences
Tel
16314854226; +16314854226
Email
inquiry@bocsci.com
Country
United States
ProdList
19741
Advantage
58
Career Henan Chemica Co
Tel
+86-0371-86658258 +8613203830695
Fax
0371-86658258
Email
laboratory@coreychem.com
Country
China
ProdList
30240
Advantage
58
ChemeGen(Shanghai) Biotechnology Co.,Ltd.
Tel
18818260767
Fax
QQ 3610331285
Email
sales@chemegen.com
Country
China
ProdList
11217
Advantage
58
Meng Cheng Technology (Shanghai) Co., LTD
Tel
400-820-6829
Email
sales@mitachieve.com
Country
China
ProdList
8860
Advantage
58
Zhejiang Huida Biotech Co., LTD
Tel
0571-89903882 13626641628
Email
jiangnan@huidabiotech.com
Country
China
ProdList
3656
Advantage
58
MedBioPharmaceutical Technology Inc
Tel
021-69568360 18916172912
Email
order@med-bio.cn
Country
China
ProdList
8140
Advantage
58
Changzhou Furuisi Biotechnology Co., Ltd
Tel
0519-85524369
Email
3477467573@qq.com
Country
China
ProdList
8617
Advantage
58